62623-68-1

Basic information

• Product Name: Rifamycin S
• CAS NO: 62623-68-1
• Molecular Weight: 695.764
• Mol File: 62623-68-1.mol
• Article Data: 7

Chemical Properties

• Boiling Point: 917.4±65.0 °C(Predicted)
• Density: 1.33±0.1 g/cm3(Predicted)
• CAS DataBase Reference: Rifamycin S(CAS DataBase Reference)
• NIST Chemistry Reference: Rifamycin S(62623-68-1)
• EPA Substance Registry System: Rifamycin S(62623-68-1)

Safety Data

• Hazardous Substances Data: 62623-68-1(Hazardous Substances Data)

Upstream product

• 6998-60-3 C₃₇H₄₇NO₁₂ 
• 6998-60-3 rifamycin SV 
• 14897-39-3 monosodium rifamycin SV 
• 14487-05-9 rifamycin O 
• 13929-35-6 Rifamycin B 
• 76123-32-5 (2Z,4E)-(R)-6-[(4R,5S,6S)-6-((1S,2S,3S,4R)-2-Acetoxy-6-chloro-4-methoxy-1,3-dimethyl-6-methylsulfanyl-hexyl)-2,2,5-trimethyl-[1,3]dioxan-4-yl]-2-methyl-hepta-2,4-dienoic acid methyl ester 
• 76123-20-1 (2Z,4E)-(R)-6-[(4R,5S,6S)-6-((1S,2S,3S,4R)-2-Acetoxy-4-methoxy-1,3-dimethyl-6-methylsulfanyl-hexyl)-2,2,5-trimethyl-[1,3]dioxan-4-yl]-2-methyl-hepta-2,4-dienoic acid methyl ester 
• 76123-33-6 C₄₄H₅₇NO₁₄ 
• 51757-14-3 rifamycin S-O₂₁,O₂₃ acetonide 

Downstream Products

• 37839-24-0 3-(4-dicyclohexylmethyl-piperidin-1-yl)-rifamycin 
• 17555-51-0 Desacetyl-rifamycin S 
• 13929-42-5 16,17,18,19-Tetrahydrorifamycin S 
• 51756-80-0 3-Aminorifamycin S 
• 19306-12-8 3-cyclopropylamino-O¹,O⁴-didehydro-rifamycin 
• 143526-61-8 3'-tert-butyldimethylsilyloxybenzoxazinorifamycin 
• 6998-60-3 rifamycin SV 
• 13724-89-5 3-(2'-carboxyethylthio)rifamycin SV 
• 13292-46-1 rifampicin 
• 13929-35-6 Rifamycin B 
• 4233-83-4 3--rifamycin SV 
• 62041-01-4 3-amino-4-imino-rifamycin S 
• 1338238-80-4 8-(p-toluenesulfonyloxy)rifamycin S 
• 1338238-92-8 8-(benzylamino)rifamycin S 

Relevant articles and documents

Highly Efficient Synthesis of a Staphylococcus aureus Targeting Payload to Enable the First Antibody–Antibiotic Conjugate

A practical synthesis of the complex payload for an anti-Staphylococcus aureus THIOMABTM antibody–antibiotic conjugate (TAC) is described. The route takes advantage of a delicate oxidative condensation, achieved using a semi-continuous flow procedure. It allows for the generation of kilogram quantities of a key intermediate to enable a mild nucleophilic aromatic substitution to the tertiary amine free drug. The linker component is introduced as a benzylic chloride, which allows formation of the quaternary ammonium salt linker-drug. This chemical process surmounts numerous synthetic challenges and navigates deeply colored and unstable compounds to support clinical studies to counter S. aureus bacterial infections.

Process Investigations on the One-Pot Synthesis of Rifamycin S Avoiding Chlorinated Solvents

The facile synthesis of rifamycin S from rifamycin B, a member of the ansamycin family of antibiotics, via the oxidation of rifamycin B was developed. Currently on an industrial scale, this oxidation is performed using harsh pH conditions and chlorinated solvents. With the development of a suitable buffer/methanol system, a similar yield and space-time-yield in comparison to the current process can be obtained renouncing chlorinated solvents. Employment of methanol as a reaction medium in this process is crucial for attaining high yields under mild reaction conditions. With this method a space-time-yield of 189 g L-1 h-1 of rifamycin S was achieved in one step.

Studies on the total synthesis of rifamycin. A method for the closure of the macrocyclic unit

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